66051-40-9Relevant articles and documents
Pd0-Catalyzed carbonylation of 1,1-dichloro-1-alkenes, a new selective access to Z-α-chloroacrylates
Arthuis, Martin,Lecup, Anne,Roulland, Emmanuel
supporting information; experimental part, p. 7810 - 7812 (2010/11/18)
A novel and fully chemo- and stereoselective three component strategy leading to Z-α-chloroacrylates by a Pd0-catalyzed reaction of CO (1 atm) with 1,1-dichloro-1-alkenes and various alcohols is disclosed. This catalytic approach compares favourably with the Wittig type strategies as α-chloroacrylates of pure Z configuration are obtained in high yield. The Royal Society of Chemistry.
Stereoselective synthesis of (Z)-α-haloacrylic acid derivatives, and (Z)-haloallylic alcohols from aldehydes and trihaloesters or amides promoted by Rieke manganese
Concellon, Jose M.,Rodriguez-Solla, Humberto,Diaz, Pamela
experimental part, p. 2934 - 2940 (2009/02/02)
A Mn*-promoted sequential process directed toward the synthesis of (Z)-α-halo-α,β-unsaturated esters or amides is described. In both cases, the process takes place with complete Z-stereoselectivity. In addition, (Z)-α-chloro-α,β-unsaturated ketones and carboxylic acids, and (Z)-haloallylic alcohols were readily prepared from (Z)-α-halo-α,β-unsaturated amides derived from morpholine, or esters. A mechanism has been proposed to explain the sequential process and the stereoselectivity observed. The Royal Society of Chemistry.
Stereoselective preparation of (E)-α-bromoacrylates from mixtures of brominated ando phosphonates
Olpp, Thomas,Brueckner, Reinhard
, p. 2135 - 2152 (2007/10/03)
We prepared 69:31-11:89 mixtures of phosphonates 6b and 7b containing two phenoxy substituents, a CO2Et group, and 1 or 2 bromine atoms, respectively, at the interspersed methylene group. Deprotonating 64:36 mixtures of these reagents with NaH